Travel Outfits: How to Look Chic When You’re Flying

travel outfits

Listen—I’m all about rocking a cute travel outfit when I’m heading out of town…but I wouldn’t be caught dead wearing heels to the airport.

To be honest, I don’t even like wearing jeans on a plane (although I’ll occasionally make an exception if they’re REALLY comfortable jeans, or if my flight is under three hours.)

Usually you’ll find me rocking a head-to-toe set of my favorite affordable cashmere during the winter, and a lightweight loungewear set during the summer.

I often see pictures of bloggers at the airport posing next to their cute pink luggage wearing like…wedges and a mini-dress. HARD PASS. How is that even comfortable? When you’re en route to the airport (and your final destination) it’s all about feeling comfortable.

For this reason, I decided to put together a little guide to cute travel outfits…featuring things that you’ll actually want to travel in, whether you’re heading out for a winter getaway or a girls trip.

Because believe it or not, it’s possible to rock comfy loungewear, leggings, or a jumpsuit and still look SUPER chic, as long as you style them properly (especially my favorite faux leather leggings.)

Below are a handful of great travel outfits I found while trolling IG—and the exact things you can buy to replicate them.

(Also: if you’re also on the hunt for stylish carry-on luggage or if you need some good go-to travel toiletries…I got you covered.)

Travel Outfits

Here, I’m sharing a handful of my go-to travel outfit pieces. These are all items that I think you should have in your closet regardless of how often you go on a getaway, but they just so happen to be particularly comfy choices when going on a plane.

These picks will of course depend on how long your flight is and where you’re headed, but overall, I think they’re practical for travel days.

The only caveat here is that I know a jumpsuit isn’t exactly ideal if you’re going on a long-haul flight—however—I personally don’t mind wearing them on planes because they’re so comfy and not really that difficult to slip in and out of when you need a bathroom break.

If jumpsuits aren’t your jam, there are plenty of other ideas in this post that should work for you, like a cute matching sweatsuit or leggings and a leather jacket. Without further ado, here are the staples I’d recommend having on hand for travel days.

1. An Amazon Set

2. A Comfy Jacket

Comfy Jacket
Comfy sweatshirt
comfy travel outfits

3. Sweatpants

Comfy sweatpants
Comfy joggers
Comfy travel pants
cozy travel pants

4. A Cozy Jumpsuit

Cozy Jumpsuit Travel Outfits
Cozy Jumpsuit Travel Outfits
Cozy Jumpsuit airplane outfit

5. White Sneakers (or Slip-On Sneakers)

White Sneakers for travel
Comfy White Sneakers

6. A Travel Bag

Looking for more travel outfit inspo? I put together the four looks below, which are just as cute as they are practical. I love that you can wear these on and off the plane—perfect for those days when you have to go directly from the airport to a social event or outing.

Sweatshirt (similar) | Leggings | White Sneakers | Carry-On Bag

Looking for more travel secrets? Check out my post about How I Use Credit Card Points to Travel for Free.

Sweatshirt | Sweatpants | Sneakers | Faux Fur Coat | Belt Bag

Crew Neck Sweatshirt | Trousers | Slide Sandals

Flared LeggingsHalf-Zip Jacket | White Sneakers

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The best outfits for travel


    November 10, 2019 at 10:04 am

    This post gave me a more clear idea of what I will wear when travelling and I especially loved the part where you mentioned the all black and all white monochromatic looks .

  • Juliet
    January 1, 2020 at 3:03 pm

    I do not think I would wear white on a plane. No to the belly sticking out as well. I do like the stretchy pants and sneakers.

  • AKP
    September 26, 2020 at 3:30 am

    Why would anyone wear a jumpsuit on a plane? The toilets are used by hundreds of people, now you want to pull down the top part of your clothes and have it dangling somewhere near the toilet, while you’re sitting on a toilet that exposes the part that gets wee on when the seat is up? Eeu that’s all kind of germ wrong!! But I do love the little 3/4 joggers! Def looking for some of those for my next long haul (when this pandemic is over!)


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